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Everything Olivia Wilde and Jason Sudeikis Have Said About Their Relationship Over the Years

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The way they were. Before Jason Sudeikis and Olivia Wilde split, they weren’t afraid to gush about their love for each other.The duo met in May 2011 at a wrap party for the season 36 finale of Saturday Night Live, but they didn’t start dating for another six months.

Both had already been married once, and the Booksmart director later said that was one reason she decided to take it slow.“I was just learning to be by myself; I’d been divorced nine months,” the O.C.

alum told Marie Claire in March 2013. “We were both seeing people but were single. He seemed to really see me, see through the bulls–t.”The Drinking Buddies star filed for divorce from Tao Ruspoli in March 2011 after nearly eight years of marriage.

Sudeikis, for his part, was married to SNL writer Kay Cannon from 2004 to 2010.The Emmy winner also wanted to take his time with Wilde because he knew immediately that she was special. “I just had a hunch that the second I kissed her, I wasn’t going to end up kissing ever kissing anyone ever again,” he told Access Hollywood in August 2020. “So, it was like I had to be careful with it.”While Wilde’s first marriage ended in divorce, she still felt that it helped prepare for her next serious relationship. “I’m so grateful for the pain and the heartbreak,” she told Marie Claire in the same interview. “It gave me the courage to leave and brought me to the great love of my life.”The Horrible Bosses actor and the House alum announced their engagement in 2013 after two years together.

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